Andy Roddick and Jon Wertheim have fun revisiting their Wimbledon predictions and react to Sinner vs Dimitrov

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@Andy Roddick's Served Media

Andy Roddick and Jon Wertheim kicked off their Wimbledon Re-Draw Special with laughter and humility, revisiting their original tournament picks that hadn’t aged well. From surprise exits to unexpected injuries, the duo admitted their forecasts were far from flawless. With the quarterfinals now set, they took the opportunity to re-pick their winners, offering fresh insights based on current form and matchups.

Reflecting on the Sinner vs Dimitrov match

The conversation turned serious when discussing Jannik Sinner’s fourth-round match against Grigor Dimitrov. Sinner suffered an elbow injury early in the match, visibly struggling with his serve and forehand. Despite the discomfort, he pushed through until Dimitrov was forced to retire due to a pectoral injury. Roddick and Wertheim praised both players for their grit, noting the unfortunate timing of the injuries and the emotional toll it took on the match.

Concerns about Sinner’s physical condition

Roddick expressed concern over Sinner’s ability to recover in time for his next match, especially given the absence of his longtime physiotherapist and trainer. Wertheim added that the timing of their departure—just before Wimbledon—was puzzling and could have deeper implications. Both agreed that Sinner’s MRI results would be crucial in determining his chances moving forward.

Sinner in Wimbledon, ranking, and results in 2025

Jannik Sinner

27 - 3win/loss

Hard
7-0
Clay
12-2
Grass
8-1
23 year old
WWWWWWWLWL
2025 Highlights

Ranked no.1, the Italian has managed to achieve a compiled 23-3 record in 2025. Sinner is currently having a run in Wimbledon where he ousted the world no.95 Luca Nardi 6-4 6-3 6-0, the world no.93 Aleksandar Vukic 6-1 6-1 6-3, the world no.52 Pedro Martinez Portero 6-1 6-3 6-1 and the world no.21 Grigor Dimitrov 3-6 5-7 2-2 ret..

Jannik Sinner will square off with the world no.10 Ben Shelton in the quarter. Their record is 5-1 for Sinner.

Sinner clinched 1 title in 2025 at the Australian Open. Sinner was the runner-up in Rome (Internazionali BNL d’Italia) and at the French Open.

Sinner won 20 titles in his career: 10 on hard courts, 1 on clay courts, 8 on indoor courts and 1 on grass courts. (See the list of his titles)

Sinner
Wimbledon
Sinner's Record
Sinner
Projected
Draw

Grigor Dimitrov in 2025

Grigor Dimitrov

21 - 11win/loss

Hard
11-6
Clay
7-4
Grass
3-1
34 year old
LWWWLLWLWW
2025 Highlights

Ranked no.21, Dimitrov played his last match on the 1st of January 1970 when he had to retire when playing against world no.1 Jannik Sinner in the 4th round and the scoreline was 3-6 5-7 2-2 .

During this season the Bulgarian achieved a 17-11 record. Grigor Dimitrov’s best performance of the current season was reaching the semifinal in Brisbane and Miami.

Dimitrov
Wimbledon
Dimitrov's Record

Jannik Sinner and Grigor Dimitrov clashed against each other 6 times. Their record is 5-1 for Sinner.